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    Chemistry

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    Also known as: Diprolene, Diprosone, 5593-20-4, Maxivate, Diprolene af, Alphatrex
    Molecular Formula
    C28H37FO7
    Molecular Weight
    504.6  g/mol
    InChI Key
    CIWBQSYVNNPZIQ-XYWKZLDCSA-N
    FDA UNII
    826Y60901U
    Betamethasone Dipropionate
    Betamethasone Dipropionate is the 17,21-dipropionate ester of betamethasone, a synthetic glucocorticoid with metabolic, immunosuppressive and anti-inflammatory actions. Betamethasone dipropionate binds to specific intracellular glucocorticoid receptors and subsequently binds to DNA to modify gene expression. The synthesis of certain anti-inflammatory proteins is induced while the synthesis of certain inflammatory mediators is inhibited. As a result, there is an overall reduction in chronic inflammation and autoimmune reactions.
    1 2D Structure

    Betamethasone Dipropionate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate
    2.1.2 InChI
    InChI=1S/C28H37FO7/c1-6-23(33)35-15-22(32)28(36-24(34)7-2)16(3)12-20-19-9-8-17-13-18(30)10-11-25(17,4)27(19,29)21(31)14-26(20,28)5/h10-11,13,16,19-21,31H,6-9,12,14-15H2,1-5H3/t16-,19-,20-,21-,25-,26-,27-,28-/m0/s1
    2.1.3 InChI Key
    CIWBQSYVNNPZIQ-XYWKZLDCSA-N
    2.1.4 Canonical SMILES
    CCC(=O)OCC(=O)C1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)C)OC(=O)CC
    2.1.5 Isomeric SMILES
    CCC(=O)OCC(=O)[C@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)OC(=O)CC
    2.2 Other Identifiers
    2.2.1 UNII
    826Y60901U
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Augmented Betamethasone Dipropionate

    2. Beloderm

    3. Betamethasone Propionate

    4. Betamethasone-17,21-dipropionate

    5. Diprolene

    6. Diprosone

    7. Maxivate

    2.3.2 Depositor-Supplied Synonyms

    1. Diprolene

    2. Diprosone

    3. 5593-20-4

    4. Maxivate

    5. Diprolene Af

    6. Alphatrex

    7. Diproderm

    8. Psorion

    9. Betamethasone 17,21-dipropionate

    10. Rinderon Dp

    11. Diprosis

    12. Diprospan

    13. Sch 11460

    14. Sch-11460

    15. S-3440

    16. Betamethasone (as Dipropionate)

    17. Betamethasone-17,21-dipropionate

    18. Chebi:31276

    19. Nsc-758415

    20. Pregna-1,4-diene-3,20-dione,9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11b,16b)-

    21. Beta-methasone 17,21-dipropionate

    22. 826y60901u

    23. [2-[(8s,9r,10s,11s,13s,14s,16s,17r)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] Propanoate

    24. (11-beta,16-beta)-9-chloro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione

    25. 9-fluoro-11beta-hydroxy-16beta-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl Dipropanoate

    26. 9-fluoro-11.beta.,17,21-trihydroxy-16.beta.-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate

    27. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione-17,21-dipropionate

    28. Einecs 227-005-2

    29. Brn 3638108

    30. .beta.-methasone 17,21-dipropionate

    31. Betamethasone Dipropionate (diprolene)

    32. S 3440

    33. Diprolene (tn)

    34. Unii-826y60901u

    35. Ncgc00159360-02

    36. Ncgc00159443-02

    37. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11.beta.,16.beta.)-

    38. Sernivo (tn)

    39. Rinderon-dp (tn)

    40. Betamethasone Dipropionate [usan:usp:jan]

    41. Betamethasone-dipropionate

    42. Dsstox_cid_2672

    43. Betamethasone Diprop

    44. Schembl7519

    45. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate

    46. Dsstox_rid_76683

    47. Dsstox_gsid_22672

    48. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-di(propionate)

    49. Betamethasone-17,21-dipropionate 100 Microg/ml In Acetonitrile

    50. Chembl1200384

    51. Dtxsid2022672

    52. Component Of Betasone (salt/mix)

    53. Component Of Alphatrex (salt/mix)

    54. Amy22130

    55. Zinc4212137

    56. Tox21_113343

    57. Bdbm50421892

    58. S1688

    59. Akos015969733

    60. Betamethasone Dipropionate (jp17/usp)

    61. Ccg-269732

    62. Cs-7549

    63. Ks-5303

    64. Nsc 758415

    65. Betamethasone Dipropionate [jan]

    66. Betamethasone Dipropionate [usan]

    67. Ncgc00159443-01

    68. Ncgc00159443-05

    69. (11beta,16beta)-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl Dipropanoate

    70. 2-((2s,10s,11s,13s,15s,17s,1r,14r)-1-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxo -14-propanoyloxytetracyclo[8.7.0.0<2,7>.0<11,15>]heptadeca-3,6-dien-14-yl)-2-o Xoethyl Propanoate

    71. Betamethasone Dipropionate [mart.]

    72. Betamethasone Dipropionate [vandf]

    73. Hy-13571

    74. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-beta,17,21-trihydroxy-16-beta-methyl-, 17,21-dipropionate

    75. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11beta,16beta)

    76. Betamethasone Dipropionate [usp-rs]

    77. Betamethasone Dipropionate [who-dd]

    78. Cas-5593-20-4

    79. Betamethasone Dipropionate, Augmented

    80. B3166

    81. Betamethasone 17,21-dipropionate [mi]

    82. Betamethasone Dipropionate [green Book]

    83. Betamethasone Dipropionate [orange Book]

    84. D01637

    85. Ab01274713-01

    86. Ab01274713_02

    87. Betamethasone 17.alpha.,21-dipropionate

    88. Betamethasone Dipropionate [ep Monograph]

    89. Betamethasone Dipropionate [usp Monograph]

    90. Wynzora Component Betamethasone Dipropionate

    91. Enstilar Component Betamethasone Dipropionate

    92. Lotrisone Component Betamethasone Dipropionate

    93. Q4897349

    94. Taclonex Component Betamethasone Dipropionate

    95. Betamethasone Dipropionate Component Of Enstilar

    96. Betamethasone Dipropionate Component Of Taclonex

    97. Betamethasone Dipropionate Component Of Wynzora

    98. Brd-k58148589-001-03-6

    99. Leo-90100 Component Betamethasone Dipropionate

    100. Betamethasone Dipropionate Component Of Lotrisone

    101. Betamethasone Dipropionate Component Of Leo-90100

    102. Betamethasone-17,21-dipropionate 100 Microg/ml In Methanol

    103. (11.beta.,16.beta.)-9-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate

    104. 9-fluoro-11.beta.-hydroxy-16.beta.-methyl-3,20-dioxo-17-(propionyloxy)pregna-1,4-dien-21-yl Propionate #

    105. 9alpha-fluoro-11beta,17alpha,21-trihydroxy-16beta-methyl-1,4-pregnadiene-3,20-dione 17,21-dipropionate

    106. 9alpha-fluoro-11beta,17alpha,21-trihydroxy-16beta-methyl-3,20-dioxopregna-1,4-diene- 17,21-diyl Dipropionate

    107. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-.beta.,17,21-trihydroxy-16-.beta.-methyl-,17,21-dipropionate

    108. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11.beta.,16.beta.)

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 504.6 g/mol
    Molecular Formula C28H37FO7
    XLogP33.6
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count8
    Exact Mass504.25233168 g/mol
    Monoisotopic Mass504.25233168 g/mol
    Topological Polar Surface Area107 Ų
    Heavy Atom Count36
    Formal Charge0
    Complexity1050
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 6  
    Drug NameBetamethasone dipropionate
    PubMed HealthBetamethasone Dipropionate (On the skin)
    Drug ClassesCorticosteroid, Strong
    Drug LabelBetamethasone Dipropionate Lotion USP 0.05% (Augmented) contains betamethasone dipropionate, USP, a synthetic adrenocorticosteroid, for dermatologic use. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a sli...
    Active IngredientBetamethasone dipropionate
    Dosage FormLotion; Ointment, augmented; Ointment; Lotion, augmented; Cream; Cream, augmented; Gel, augmented
    RouteTopical
    Strengtheq 0.05% base
    Market StatusPrescription
    CompanyGlenmark Generics; Fougera Pharms; Actavis Mid Atlantic; Teva; Perrigo New York; Taro; Fougera; Tolmar

    2 of 6  
    Drug NameDiprolene
    PubMed HealthBetamethasone Dipropionate, Augmented (On the skin)
    Drug ClassesCorticosteroid, Very Strong
    Drug LabelDIPROLENE (augmented betamethasone dipropionate) Ointment contains betamethasone dipropionate USP, a synthetic adrenocorticosteroid, for dermatologic use. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a...
    Active IngredientBetamethasone dipropionate
    Dosage FormOintment, augmented; Lotion, augmented
    RouteTopical
    Strengtheq 0.05% base
    Market StatusPrescription
    CompanyMerck Sharp Dohme

    3 of 6  
    Drug NameDiprolene af
    PubMed HealthBetamethasone Dipropionate, Augmented (On the skin)
    Drug ClassesCorticosteroid, Very Strong
    Drug LabelDIPROLENE AF Cream 0.05% contains betamethasone dipropionate USP, a synthetic adrenocorticosteroid, for dermatologic use in an emollient base. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a slight degre...
    Active IngredientBetamethasone dipropionate
    Dosage FormCream, augmented
    RouteTopical
    Strengtheq 0.05% base
    Market StatusPrescription
    CompanyMerck Sharp Dohme

    4 of 6  
    Drug NameBetamethasone dipropionate
    PubMed HealthBetamethasone Dipropionate (On the skin)
    Drug ClassesCorticosteroid, Strong
    Drug LabelBetamethasone Dipropionate Lotion USP 0.05% (Augmented) contains betamethasone dipropionate, USP, a synthetic adrenocorticosteroid, for dermatologic use. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a sli...
    Active IngredientBetamethasone dipropionate
    Dosage FormLotion; Ointment, augmented; Ointment; Lotion, augmented; Cream; Cream, augmented; Gel, augmented
    RouteTopical
    Strengtheq 0.05% base
    Market StatusPrescription
    CompanyGlenmark Generics; Fougera Pharms; Actavis Mid Atlantic; Teva; Perrigo New York; Taro; Fougera; Tolmar

    5 of 6  
    Drug NameDiprolene
    PubMed HealthBetamethasone Dipropionate, Augmented (On the skin)
    Drug ClassesCorticosteroid, Very Strong
    Drug LabelDIPROLENE (augmented betamethasone dipropionate) Ointment contains betamethasone dipropionate USP, a synthetic adrenocorticosteroid, for dermatologic use. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a...
    Active IngredientBetamethasone dipropionate
    Dosage FormOintment, augmented; Lotion, augmented
    RouteTopical
    Strengtheq 0.05% base
    Market StatusPrescription
    CompanyMerck Sharp Dohme

    6 of 6  
    Drug NameDiprolene af
    PubMed HealthBetamethasone Dipropionate, Augmented (On the skin)
    Drug ClassesCorticosteroid, Very Strong
    Drug LabelDIPROLENE AF Cream 0.05% contains betamethasone dipropionate USP, a synthetic adrenocorticosteroid, for dermatologic use in an emollient base. Betamethasone, an analog of prednisolone, has a high degree of corticosteroid activity and a slight degre...
    Active IngredientBetamethasone dipropionate
    Dosage FormCream, augmented
    RouteTopical
    Strengtheq 0.05% base
    Market StatusPrescription
    CompanyMerck Sharp Dohme

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Inflammatory Agents

    Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Corticosteroid [EPC]; Corticosteroid Hormone Receptor Agonists [MoA]

    API Reference Price

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    19-Jan-2021
    30-Nov-2024
    KGS
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    Number of Transactions

    Total Quantity (KGS)

    Total Value (USD)

    Quantity (KGS) & Unit rate (USD/KGS) over time

    API Imports and Exports

    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - OINTMENT, AUGMENTED;TOPICAL - EQ 0.0...DOSAGE - OINTMENT, AUGMENTED;TOPICAL - EQ 0.05% BASE

    USFDA APPLICATION NUMBER - 18741

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    DOSAGE - CREAM;TOPICAL - EQ 0.05% BASE;1% **F...DOSAGE - CREAM;TOPICAL - EQ 0.05% BASE;1% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 18827

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    DOSAGE - CREAM;TOPICAL - EQ 0.05% BASE

    USFDA APPLICATION NUMBER - 19137

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    DOSAGE - OINTMENT;TOPICAL - EQ 0.05% BASE

    USFDA APPLICATION NUMBER - 19141

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    DOSAGE - CREAM, AUGMENTED;TOPICAL - EQ 0.05% ...DOSAGE - CREAM, AUGMENTED;TOPICAL - EQ 0.05% BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 19555

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    DOSAGE - LOTION, AUGMENTED;TOPICAL - EQ 0.05%...DOSAGE - LOTION, AUGMENTED;TOPICAL - EQ 0.05% BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 19716

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    DOSAGE - OINTMENT;TOPICAL - 0.064%;0.005%

    USFDA APPLICATION NUMBER - 21852

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    DOSAGE - SUSPENSION;TOPICAL - 0.064%;0.005%

    USFDA APPLICATION NUMBER - 22185

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